Red mono-azo dye.



i 15 diazo-nitrobenzol is combined wit UNITED s Arns PATENT OFFICE.

ERNST ULRIOHS, or ELBERFELD, GERMANY, AssIeNoit-To THE man on W'ITLFIN'G, DAHL & COQAOTIENGESELLSCHAFT, OF- BARMEN, GERMANY.

nun mono nzo DYE.

Specification of Letters Patent.

Patented net". 2, recs.

Application filed September 4, 1907. Serial 110,391,856.

Tc all whom it may concern:

Be it known that I, ERNST ULnIcHs, a subject of the King of Prussia, German Emperor, and resident of Alter Markt, Elberfeld,

rovince of-the Rhine, German Em ire, have invented certain new and useful mprovements in Red Mono-Azo Dyes, of which the following is anexact specification.

This invention relates to a process for the manufacture of a red mono-azo-dye specially adapted for the manufactureof lakes. addltion to dyeing and printing, Turkey red oil is also used in the manufacture of tar colors and lakes. If for instance anbimaetanap hthol in the presence, or in the absence, of urkeyred oil'dyes producedshowscarcely any difference of shade, but the dye "ro ducedwith Turkey red oil .favorably d' ers f from that manufactured without it, by the fact that it can be easily mixed with substrata such as heavy spar. The action of Turkey red oil in this case is therefore merely to render the dye produced more suitable for further treatment. A case is further known in which Turkey red oil also exercises --a considerable influence on the shades. If namely gamma-diazo-nitrobenzol is combined with beta naphthol to which about 55% of 2 -naphthol-7-sulfo-acid have been added, in the resen'ce dfzTurke red oil, a dye, is 'roduce which is not muc more blue than t at produced without Turkey red oil j orjwithout 2-naphthol-7-sulfo-acid. I 35. Since the influence of'Turkey red oil inthe formationof an azo-fdye without sulfo-group is limited onlyto that one case, where besides the presence of 5% of 2-naphthol-7- sulfo-acid is also necessary, it is highly sur- 40 prising to find that the case ofan azordye with a sulfo-group, Turkey red oil is also H capable .of bring about a considerable namely the diazo-com-' change of shade.-v pound of the 2-na' hthylamin-l-sulfo-aeid 1s combined with eta-naphthol sodium, -withaddition of Turkey red oil, the dye i produced scarcelydifi'ers outwardly from that produced without Turkey red oil. In.

further treatment, however, the .for er-in thalin-l-sulfo-acid beta-naphthol Tur ey reaction with calcium salts gives lakes'whi'ch red oil is itself considerably more blue than the largely used blue red lake from gamma-diazonitro-benzol naphthol 2 naphthol-7-sulfo acid Turkey red oil, from which it advantageously diflers by bein insoluble in oil, attempts to find such su stitute having been made for a long time it will undoubtedly obtain great importance in the lake industry owing to its beautiful shade, fast color, coverin capacity, resistance to water, alcohol and iine and insolubility in oil.

The manufacture of the dye is for instance as follows 22.3 gr. 2 naphthylamin-lsulfo-acid 5.3 gr. soda are dissolved in about .chloric acid containing 7.3 gnHOl in 300 c. cm. of water. The diazo-compound produced is introduced into a solution of 15 gr. beta-naphthol, 4 gr. caustic soda and gr. Turkey redoilo'f 50% in 1000 0. cm. water. The dye separates inthe form of an orange red preci ,itate. Further experimentshave .proved t at the presence of sca stearic acid, albumen, casein, tragacant starch etc., at the combination of the dye affects the "shade to a certain extent, but the best resulits ililave' been obtained by me with Turkey re 0 The red mono azo dye according to the present invention is practically insoluble-in cold water. and is only slightly soluble in boiling water when it produces a red color. Concentrated sulfuric acid dissolves the dye according to the resent invention producin a blue red co or. When boiled with a so ution ofcalcium chlorid the dye yields a blue red reci itate while the corresponding dye pro uced without 'emplo'ymg Turkey red oil produces a. red precipltate when treated in the same manner.

Having thus fully described the naturel'of .my invention what I desire to secure by Letters Patent of the United States is by the combination of diazotized 2-naphthylamin- 1 sulfo acid with beta naphthol in the presence of Turkey red oil, said dye being practically insoluble in water and only slightly soluble in boiling water when it produces a red color, also this dye dissolves m concentrated sulfuric acid producing a blue 1. A red mono-azo-dye which is produced:

red color and when boiled with a calc-ium 1 In Witness whereof I have hereunto set my chlorili solution tyields adblue red prezipitate. hand in the presence of two witnesses.

2. recess '01 re ucin a re monoazo-dye omprising gombinin g diezotized 2- ERNST ULRICHS' 5 naphthylamin-lsulfo-acid with beta naph- Witnesses:

thol in the presence of Turkey red oil, su b- WILLIAM MAYNER, stantiaily as set forth HENRY :HASPER. 

